Ab initio study of conformational properties of (Z,Z,Z)-cyclonona-1,3,5-triene

Autor:	Issa Yavari, Behrooz Adib, Ali Reza Zainalizadeh
Rok vydání:	2001
Předmět:	Crystallography Ring flip Chemistry Ab initio quantum chemistry methods Ab initio Pseudorotation Conformational energy Physical and Theoretical Chemistry Symmetry (geometry) Condensed Matter Physics Biochemistry Conformational isomerism
Zdroj:	Journal of Molecular Structure: THEOCHEM. 571:39-44
ISSN:	0166-1280
DOI:	10.1016/s0166-1280(01)00449-3
Popis:	Ab initio HF/6-31G∗ and MP2/6-31G∗//HF/6-31G∗ methods were employed to calculate the relative energies of the important energy-minimum conformations and transition-state geometries of (Z,Z,Z)-cyclonona-1,3,5-triene (1). The twist-boat (TB) conformation of 1, with C2 symmetry, is calculated to be 7.1 kJ mol−1 which is more stable than the plane-symmetrical boat-chair (BC) conformer. The plane-symmetrical boat–boat (BB) geometry of 1 is calculated to be a transition state, separating the unsymmetrical twist-boat–boat (TBB) conformers. Pseudorotation of the chiral twist-boat conformation with its mirror image takes place via BB geometry and requires 35.5 kJ mol−1. The calculated energy barrier for ring inversion of TB conformation is 60.9 kJ mol−1.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fc2374ceae672960e65f95edf3bb6c39 https://doi.org/10.1016/s0166-1280(01)00449-3 Zobrazit plný text záznamu Full Text from ScienceDirect